(2S,5S)-5-(3-hydroxymethyl-6-iodo-4-methoxybenzyl)-1-t-butoxycarbonyl-2-t-butyl-3-methyl-4-imidazolidinone

Base Information

Chemical Name:(2S,5S)-5-(3-hydroxymethyl-6-iodo-4-methoxybenzyl)-1-t-butoxycarbonyl-2-t-butyl-3-methyl-4-imidazolidinone
CAS No.:263771-31-9
Molecular Formula:C₂₂H₃₃IN₂O₅
Molecular Weight:532.419
Hs Code.:

Synonyms:(2S,5S)-5-(3-hydroxymethyl-6-iodo-4-methoxybenzyl)-1-t-butoxycarbonyl-2-t-butyl-3-methyl-4-imidazolidinone

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Chemical Property of (2S,5S)-5-(3-hydroxymethyl-6-iodo-4-methoxybenzyl)-1-t-butoxycarbonyl-2-t-butyl-3-methyl-4-imidazolidinone

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Technology Process of (2S,5S)-5-(3-hydroxymethyl-6-iodo-4-methoxybenzyl)-1-t-butoxycarbonyl-2-t-butyl-3-methyl-4-imidazolidinone

There total 3 articles about (2S,5S)-5-(3-hydroxymethyl-6-iodo-4-methoxybenzyl)-1-t-butoxycarbonyl-2-t-butyl-3-methyl-4-imidazolidinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

: 263771-30-8
(2S,5S)-5-(3-chloromethyl-6-iodo-4-methoxybenzyl)-1-t-butoxycarbonyl-2-t-butyl-3-methyl-4-imidazolidinone

: 263771-31-9
(2S,5S)-5-(3-hydroxymethyl-6-iodo-4-methoxybenzyl)-1-t-butoxycarbonyl-2-t-butyl-3-methyl-4-imidazolidinone

Guidance literature:: With water; silver nitrate; In acetone; at 20 ℃; for 1h;
DOI:10.1246/bcsj.73.417

Reference yield:

: 766-85-8
3-methoxy-1-iodobenzene

: 263771-31-9
(2S,5S)-5-(3-hydroxymethyl-6-iodo-4-methoxybenzyl)-1-t-butoxycarbonyl-2-t-butyl-3-methyl-4-imidazolidinone

Guidance literature:: Multi-step reaction with 3 steps

1.1: 68 percent / TiCl₄ / CH₂Cl₂ / 72 h / 20 °C

2.1: LDA / tetrahydrofuran; hexane / 0.5 h / -50 °C

2.2: 39 percent / tetrahydrofuran; hexane / -50 - 20 °C

3.1: 90 percent / H₂O; AgNO₃ / acetone / 1 h / 20 °C

With water; titanium tetrachloride; silver nitrate; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; acetone; 1.1: Friedel-Crafts alkylation / 2.1: Metallation / 2.2: Alkylation / 3.1: Hydrolysis;
DOI:10.1246/bcsj.73.417

Reference yield:

: 263771-16-0
2,4-bis(chloromethyl)-5-iodoanisole

: 263771-31-9
(2S,5S)-5-(3-hydroxymethyl-6-iodo-4-methoxybenzyl)-1-t-butoxycarbonyl-2-t-butyl-3-methyl-4-imidazolidinone

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran; hexane / 0.5 h / -50 °C

1.2: 39 percent / tetrahydrofuran; hexane / -50 - 20 °C

2.1: 90 percent / H₂O; AgNO₃ / acetone / 1 h / 20 °C

With water; silver nitrate; lithium diisopropyl amide; In tetrahydrofuran; hexane; acetone; 1.1: Metallation / 1.2: Alkylation / 2.1: Hydrolysis;
DOI:10.1246/bcsj.73.417